Improved process for preparing 3-(4-pyridinyl)aniline

Details Improved process for preparing 3-(4-pyridinyl)aniline Improved process for preparing 3-(4-pyridinyl)aniline

1981-05-26

1982-09-28

Jiles, Henry R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D21338

Patent

active

043519440

ABSTRACT:
An improved method of preparing 3-(4-pyridinyl)aniline comprises heating 3-(4-pyridinyl)-2-cyclohexen-1-one oxime with an excess each of acetic anhydride and anhydrous phosphoric acid, distilling off the acetic acid by-product and excess acetic anhydride, adjusting the pH of the reaction mixture to about 5 to 9 with concentrated aqueous alkali, extracting N-acetyl-3-(4-pyridinyl)aniline from the concentrated aqueous phosphate salt solution with a lower-alkanol, and hydrolyzing the N-acetyl-3-(4-pyridinyl)aniline.

REFERENCES:
patent: 4026900 (1977-05-01), Gelotte et al.
patent: 4075217 (1978-02-01), Gelotte et al.
Newman and Hung [J. Org. Chem. 38, 4073-4074 (1973)].

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